Reference of 77837-09-3 ,Some common heterocyclic compound, 77837-09-3, molecular formula is C13H11NO3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
A round-bottom flask was charged with methyl 6-oxo-l -phenyl- l ,6-dihydropyridine-3- carboxylate 12a (2.26 g, 9.87 mmol), THF (58.5 mL) and MeOH (14.6 mL). The resulting slurry was cooled to 0 C. A solution of LIOH (700 mg, 29.2 mmol) in water (29.2 niL) was added dropwise via cannula. After stirring for 5 minutes the ice bath was removed. The mixture was stirred at rt for 45 minutes and then at 35 C for 30 minutes. After cooling to rt, the mixture was acidified to pH 1 with 1 N HCl and extracted with EtOAc (3 times). The combined organic layers were washed with brine, dried (Na?SO4), filtered, and concentrated in vacuo to afford 1.95 g of a brown solid which was used without further purification,[128] A round-bottom flask was charged with 1.30 g of the brown solid, THF (35.8 niL) and MeOD (8.94 ml). A solution of NaOD (99,5 atom percent D, 1.86 ml, 40 wt. percent in D2O) was added. After stirring at rt for 1.5 h, the mixture was cooled to 0 C. acidified to pH 1 with DCl (35 wt. percent in D2O), and extracted with EtOAc (3times). The combined organic layers were dried (Na2SO4), filtered and concentrated in vacuo to afford 1.31 g (100 percent) of the title compound 22 as a brown solid. 1H NMR (DMSOd6): delta 8.22 (d, J= 2.4, 1H), 7.91 (dd, J- 2.7, 9.1, 1H), 7.62-7,48 (m, 5H), 6.58 (d. ,/ = 9.44, 1H). MS (M+H): 216.1.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,77837-09-3, its application will become more common.
Reference:
Patent; CONCERT PHARMACEUTICALS, INC.; HARBESON, Scott L.; WO2010/65755; (2010); A1;,
Pyridine – Wikipedia,
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